Hilton Head Island Holiday Rentals

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Holiday Rentals in Hilton Head Island

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (614)
"We always love Coral Sands. "
Coral Sands Resorts by Palmera

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (262)
"Overall this was one of the best places i hsve ever stayed in. Way better than staying in hotels and really felt like home. I will be going again. "
Island Links Resort by Palmera

Marriott's Barony Beach Club

3.5 star property
9.6 out of 10, Exceptional, (234)
"Everything was great"
The price is AU$505
includes taxes & fees
17 Feb - 18 Feb
Marriott's Barony Beach Club

DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

9.4 out of 10, Exceptional, (248)
"The online description was very accurate. The view from this condo was absolutely perfect!! You could ask for a better location. The condo was very clean and the kitchen & bathroom was well stocked. The owner was very responsive & easy to work with. We would definitely stay here again!!"
The price is AU$497
includes taxes & fees
23 Feb - 24 Feb
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

9.8 out of 10, Exceptional, (201)
"Lovely property in a great area. Very clean, excellent instructions on how to get there, parking, access to condo..... beautiful view from balcony and a great deck on beach side of building that we used a lot. Kitchen well equipped. Would very much recommend. "
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Charming oceanfront home with brand new renovations and private pool & spa

9.4 out of 10, Exceptional, (34)
"Overall, we enjoyed our experience. This was our first big family vacation, and this home offered a perfect location for both adults and kids. A couple of issues with the home were handled by the management company. These took away from our experience a bit but overall would recommend this home!"
Charming oceanfront home with brand new renovations and private pool & spa

49 Dune Lane - Sweet Carolina, 8 Bedroom Oceanfront

10.0 out of 10, Exceptional, (24)
"The house was amazing - perfect for our group size with plenty of space for all. We did have a Couple maintenance issues which were resolved in a very timely manner.-thank you—kitchen was awesome to use- Beach access wasn’t the easiest due to the large step down, but I feel that was from the recent storm And affected many of the beach front homes. "
49 Dune Lane - Sweet Carolina, 8 Bedroom Oceanfront

Ocean Villa C358 - Pool, Elevator, Top Floor

9.6 out of 10, Exceptional, (31)
"Nice room just as advertised kitchen had everything you need. We enjoyed sitting on the balcony with our coffee. "
Ocean Villa C358 - Pool, Elevator, Top Floor

Hilton Head Island Beach and Tennis Resort

3.5 star property
8.6 out of 10, Excellent, (22)
"The property was well kept and very clean. We loved that the beach was walking distance. The property had everything we needed, even containers to store our food. We will indeed visit again."
Hilton Head Island Beach and Tennis Resort

37 Bradley Beach; Largest Pool & Deck on The Block! Great rates & reviews!

9.8 out of 10, Exceptional, (165)
"very nice location, well furnished, nice set of replacement items, in case a light bulb burned out or a repair had to be made."
37 Bradley Beach; Largest Pool & Deck on The Block! Great rates & reviews!

Beach Front With Ocean View

9.8 out of 10, Exceptional, (94)
"My kids and I had a great long weekend here! They loved the bunk beds, and I loved being able to hear and see the ocean from the balcony...so relaxing! We found the description of the property to be accurate and would definitely stay here again!! :)"
Beach Front With Ocean View

Queens Grant Hilton Head Island

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was a great location for everything we did. We felt safe in the neighborhood and there was always a parking spot close to the house. All in all it was great."
Queens Grant Hilton Head Island

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

10.0 out of 10, Exceptional, (68)
"We had our adult children meet us in Hilton Head for a family vacation. We were very impressed by the home. It is a beautiful home and all of us had our own space and bathroom. The management team replied promptly to any questions/issues. Definitely would recommend! "
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (128)
"The Island is enjoyable but the property itself needs to be upgraded "
The price is AU$575
includes taxes & fees
17 Feb - 18 Feb
Marriott's Monarch at Sea Pines

Gated Beachfront Resort Private Beach Access Elevator 2 Pools BeachBarPickleball

10.0 out of 10, Exceptional, (104)
"Sherry was a great host! Excellent communication and had more than the minimums for supplies (she had water, coffee and some condiments). Also had some snacks for the kids that they enjoyed! The only negative is that the condos are starting to show some age- hopefully they will update to keep this place great! Would love for pools to be heated and a hot tub- but I know it doesn’t get cold for very long, lol! Not a deal breaker but no laundry in the condo- have to pay down the hall. We made sure...
Gated Beachfront Resort Private Beach Access Elevator 2 Pools BeachBarPickleball

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (128)
"Perfect. Beautiful resort and really lovely unit. We had a 3 bedroom and it is huge. Was able to host our Christmas get together and the views are beautiful. Can’t imagine a negative comment…"
Bluewater Resort & Marina by Spinnaker Resorts

LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

10.0 out of 10, Exceptional, (305)
"What a beautiful villa! My husband and I stayed here for a week in January. Very well-appointed condo. The attention to detail is superb with everything we needed from comfortable bedding to kitchenware, down to paper towels, dish soap and beach chairs! Tracey and Steve have used every inch of the layout of this condo purposefully with the guest in mind. Exceptionally clean and fresh! The bed and pillows were extremely comfortable, just the right amount of firmness. Plenty of storage space for...
LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

Second Floor Ocean View - Steps from the Beach!!! 1 BD, 1 BA in a gated Resort

10.0 out of 10, Exceptional, (99)
"The unit was immaculate and very well appointed. Easy to communicate with owners"
Second Floor Ocean View - Steps from the Beach!!! 1 BD, 1 BA in a gated Resort

Community Pool & Bikes: Hilton Head Family Condo

8.8 out of 10, Excellent, (73)
"Was exactly what we expected for the price, nice resort, lots of things to do. By no means was the ritz carlton but was definitely worth the price. Will rent again"
Community Pool & Bikes: Hilton Head Family Condo

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (154)
"Short trip but we loved the property. Everything was neat and orderly. Family enjoyed all that was offered. Will stay again for sure. "
The price is AU$627
includes taxes & fees
17 Feb - 18 Feb
Marriott's Grande Ocean
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Hilton Head Island you may be interested in

Sonesta Resort Hilton Head Island

4.0 star property
8.4 out of 10, Very good, (1006)
"Property under renovation but it wasn’t too inconvenient. Breakfast was good. Staff at restaurant not very welcoming or friendly. Rooms very nice, modern, clean. Location awesome!! The walk around the resort and the beach within walking distance was everything!! Our room was a balcony view of the resort and the ocean…LOVED it!! Will definitely book again in the summer"
The price is AU$405
includes taxes & fees
23 Feb - 24 Feb
Sonesta Resort Hilton Head Island

Beach House Resort Hilton Head

4.0 star property
9.0 out of 10, Wonderful, (449)
"It had an amazing view and close to the beach. Everyone was very nice "
The price is AU$315
includes taxes & fees
2 Mar - 3 Mar
Beach House Resort Hilton Head

Omni Hilton Head Oceanfront Resort

4.0 star property
9.0 out of 10, Wonderful, (1002)
"The staff was very generous and kind and helpful. Everything was very clean. It was a slow time of year, but we still saw many staff who were asking if we needed anything."
The price is AU$492
includes taxes & fees
23 Feb - 24 Feb
Omni Hilton Head Oceanfront Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Hilton Head Island has to offer?

Marriott's Harbour Club: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a selection of games and 1 hot tub. Another good choice for your trip to Hilton Head Island is Marriott's Heritage Club.

How many holiday rentals are there in Hilton Head Island?

With 2768 Expedia holiday rentals, you're guaranteed to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

What’s a holiday rental in Hilton Head Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.